All Photos(2)

185914

Sigma-Aldrich

Furfural

99%

Synonym(s):
2-Furaldehyde, Furan-2-carboxaldehyde
Empirical Formula (Hill Notation):
C5H4O2
CAS Number:
Molecular Weight:
96.08
Beilstein:
105755
EC Number:
MDL number:
eCl@ss:
39150703
PubChem Substance ID:
NACRES:
NA.21

Quality Level

vapor density

3.31 (vs air)

vapor pressure

13.5 mmHg ( 55 °C)

assay

99%

autoignition temp.

599 °F

expl. lim.

19.3 %

refractive index

n20/D 1.525 (lit.)

bp

162 °C (lit.)

mp

−36 °C (lit.)

density

1.16 g/mL at 25 °C (lit.)

SMILES string

[H]C(=O)c1ccco1

InChI

1S/C5H4O2/c6-4-5-2-1-3-7-5/h1-4H

InChI key

HYBBIBNJHNGZAN-UHFFFAOYSA-N

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General description

Furfural is a heterocyclic aldehyde. It can be produced from agricultural raw materials containing pentosans and lignocellulosic feedstock. It is also obtained from xylose, via dehydration. Furan has various interesting properties, such as it thermosets easily, has physical strength and exhibits resistance to corrosion. It is a raw material for the production of various furan-based chemicals and solvents such as:
  • methylfuran
  • furfuryl alcohol
  • tetrahydrofurfuryl alcohol
  • tetrahydrofuran
  • methyltetrahydrofuran
  • dihydropyran
  • furoic acid

Application

Furfural undergoes hydrogenation in the vapor-phase over copper-containing catalysts to form furfuryl alcohol as the predominant product. It may also be used to prepare gel precursors for phenol-furfural aerogels.
Furfural has been employed as a standard for the HPLC quantification of furfural in the autohydrolysate liquor obtained from microwave-irradiated maize bran. It may be used in the preparation of γ-valerolactone (GVL) and biofuel 2-methylfuran (51% yield).

Packaging

5, 100, 4×100, 500 mL in glass bottle
2.5 L in glass bottle

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK Germany

WGK 2

Flash Point F

136.4 °F - closed cup

Flash Point C

58 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Hydrogenation of furfural over copper-containing catalysts.
Seo G and Chon H.
J. Catal., 67(2), 424-429 (1981)
Zeitsch KJ.
The chemistry and technology of furfural and its many by-products. , 13, 3-3 (2000)
Synthesis of organic and carbon aerogels from phenol-furfural by two-step polymerization.
Wu D and Fu R.
Microporous and Mesoporous Materials : The Official Journal of the International Zeolite Association, 96(1), 115-120 (2006)
Inhibition effects of furfural on aerobic batch cultivation of Saccharomyces cerevisiae growing on ethanol and/or acetic acid.
Taherzadeh MJ, et al.
Journal of Bioscience and Bioengineering, 90(4), 374-380 (2000)
Integrated furfural production as a renewable fuel and chemical platform from lignocellulosic biomass.
Cai CM, et al.
Journal of Chemical Technology and Biotechnology, 89(1), 2-10 (2014)

Protocols

HPLC Analysis of Furans on Ascentis® Express Phenyl-Hexyl as listed in ASTM method D5837-99

Separation of 5-Hydroxymethyl-2-furaldehyde; Furfuryl alcohol; Furfural; 2-Furyl methyl ketone; 5-Methyl-2-furaldehyde

HPLC Analysis of Furans on Ascentis® Express C18

HPLC Analysis of Furans on Ascentis® Express C18

GC Analysis of Fermentation Compounds on a Packed Column (6.6% Carbowax® 20M on 80/120 Carbopack™ B AW)

Separation of Acetone; Acetic acid; Propionic acid; Ethyl butyrate; Ethanol; Isoamyl acetate; Isobutyric acid; 3-Methyl-2-butanol; Methyl acetate; 1-Propanol; Acetal, ≥98%, FG; 2-Methyl-1-pentanol; Butyl acetate; Ethyl propionate; 3-Pentanol; 2-Pentanol, 98%; Ethyl isobutyrate; Isobutyl acetate; Acetaldehyde; Furfural; Butyric acid; Methanol; Ethyl acetate

GC Analysis of Volatiles in Roasted Coffee Beans on Omegawax® after SPME using a 50/30 µm DVB/Carboxen/PDMS Fiber

-Cymene; 2,5-Dimethylpyrrole; Acetoin, ≥96%, FCC, FG; 2,5-Dimethylpyrazine; 2,6-Dimethylpyrazine; 2-Ethylpyrazine, ≥98%, FG; 2,3-Dimethylpyrazine; 4-Heptanone; 3-Ethylpyridine; 2,3,5-Trimethylpyrazine; Furfural; Pyrrole; Furfuryl acetate; Linalool; Linalyl acetate; 5-Methylfurfural; γ-Butyrolactone; 2-Acetyl-1-methylpyrrole; Furfuryl alcohol; 2-Acetylpyrrole; Pyrrole-2-carboxaldehyde

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